5,004

Woodbury, CT Homes

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  • 50 Elephant Rock Rd, Woodbury, CT 06798

    $670,000 Sold Aug 13, 2025

    50 Elephant Rock Rd, Woodbury, CT 06798

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Above List Price
    • $537/SF
    • 21 Days On Market

    Current Estimated Value $676,393

    Last Listing Agent WENDY WESTCOTT W. Raveis Lifestyles Realty

    50 Elephant Rock Rd, Woodbury, CT 06798
    • Unlisted Address

      Est $589,845 Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 2,127 Sq Ft
      • Built 1993
      Unlisted Address

      Last Sold Summary

      • 18% Above List Price
      • $235/SF
      • 6 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Mark Rutigliano William Raveis Real Estate

  • 52 Scuppo Rd, Woodbury, CT 06798

    $460,000 Sold Dec 11, 2025

    52 Scuppo Rd, Woodbury, CT 06798

    • 4 Beds
    • 2 Baths
    • 1,247 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Below List Price
    • $369/SF
    • 19 Days On Market

    Current Estimated Value $462,199

    Last Listing Agent Rhonda Stokes Drakeley Real Estate, Inc.

    52 Scuppo Rd, Woodbury, CT 06798
    • 99 Old Sherman Hill Rd, Woodbury, CT 06798

      Est $482,943 Not Listed For Sale

      99 Old Sherman Hill Rd, Woodbury, CT 06798

      • 2 Beds
      • 2.5 Baths
      • 2,034 Sq Ft
      • Built 1690
      99 Old Sherman Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 20% Above List Price
      • $197/SF
      • 145 Days On Market

      Last Sold Price $401,597

      Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.

  • 229 Bacon Pond Rd Unit 432, Woodbury, CT 06798

    $149,500 Sold Aug 29, 2025

    229 Bacon Pond Rd Unit 432, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft
    • Built 1971

    Last Sold Summary

    • $164/SF
    • 20 Days On Market

    Current Estimated Value $159,820

    Last Listing Agent Richard Johnson White Hat Realty, LLC

    229 Bacon Pond Rd Unit 432, Woodbury, CT 06798
    • 59 Old Sherman Hill Rd, Woodbury, CT 06798

      Est $412,791 Not Listed For Sale

      59 Old Sherman Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 1 Bath
      • 1,564 Sq Ft
      • Built 1800
      59 Old Sherman Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 15% Above List Price
      • $230/SF
      • 36 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Gina Jacobs Gina Jacobs Real Estate

  • 229 Bacon Pond Rd Unit 454, Woodbury, CT 06798

    $168,000 Sold Dec 31, 2025

    229 Bacon Pond Rd Unit 454, Woodbury, CT 06798

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Below List Price
    • $184/SF
    • 70 Days On Market

    Current Estimated Value $171,913

    Last Listing Agent Taylor O'Keefe Drakeley Real Estate, Inc.

    229 Bacon Pond Rd Unit 454, Woodbury, CT 06798
    • 253 Bacon Pond Rd, Woodbury, CT 06798

      Est $630,522 Not Listed For Sale

      253 Bacon Pond Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,283 Sq Ft
      • Built 1850
      253 Bacon Pond Rd, Woodbury, CT 06798

      Last Sold Summary

      • 16% Above List Price
      • $239/SF
      • 56 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  • 50 Washington Rd, Woodbury, CT 06798

    $456,000 Sold May 15, 2025

    50 Washington Rd, Woodbury, CT 06798

    • 3 Beds
    • 1.5 Baths
    • 1,550 Sq Ft
    • Built 1895

    Last Sold Summary

    • 7% Above List Price
    • $294/SF
    • 62 Days On Market

    Current Estimated Value $481,714

    Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    50 Washington Rd, Woodbury, CT 06798
    • 104 Old Sherman Hill Rd, Woodbury, CT 06798

      Est $606,048 Not Listed For Sale

      104 Old Sherman Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 4 Baths
      • 1,821 Sq Ft
      • Built 1979
      104 Old Sherman Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 9% Above List Price
      • $305/SF
      • 55 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Kathy Suhoza Coldwell Banker Realty

    • 30 Applegate Ln, Woodbury, CT 06798

      Est $552,216 Not Listed For Sale

      30 Applegate Ln, Woodbury, CT 06798

      • 4 Beds
      • 3 Baths
      • 2,276 Sq Ft
      • Built 1979
      30 Applegate Ln, Woodbury, CT 06798

      Last Sold Summary

      • 26% Above List Price
      • $193/SF
      • 78 Days On Market

      Last Sold Price $440,000

      Last Listing Agent George Noujaim Dave Jones Realty, LLC

    • 15 Ridgewood Rd, Woodbury, CT 06798

      Est $455,352 Not Listed For Sale

      15 Ridgewood Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft
      • Built 1955
      15 Ridgewood Rd, Woodbury, CT 06798

      Last Sold Summary

      • 16% Above List Price
      • $217/SF
      • 41 Days On Market

      Last Sold Price $394,000

      Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.

    • 271 Quassapaug Rd, Woodbury, CT 06798

      Est $733,334 Not Listed For Sale

      271 Quassapaug Rd, Woodbury, CT 06798

      • 3 Beds
      • 3 Baths
      • 2,712 Sq Ft
      • Built 1976
      271 Quassapaug Rd, Woodbury, CT 06798

      Last Sold Summary

      • 8% Above List Price
      • $251/SF
      • 15 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Erika Portanova Songer William Pitt

    • 15 Lake Rd, Woodbury, CT 06798

      Est $384,821 Not Listed For Sale

      15 Lake Rd, Woodbury, CT 06798

      • 3 Beds
      • 1 Bath
      • 1,269 Sq Ft
      • Built 1956
      15 Lake Rd, Woodbury, CT 06798

      Last Sold Summary

      • 20% Above List Price
      • $252/SF
      • 38 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Ron Nettleton William Raveis Real Estate

    • 25 Atwood Rd, Woodbury, CT 06798

      Est $428,166 Not Listed For Sale

      25 Atwood Rd, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 1,284 Sq Ft
      • Built 1966
      25 Atwood Rd, Woodbury, CT 06798

      Last Sold Summary

      • 8% Above List Price
      • $308/SF
      • 49 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Frances Mirabilio Town & Country Realty and Design, LLC

    • 171 Kimberly Ln, Woodbury, CT 06798

      Est $507,674 Not Listed For Sale

      171 Kimberly Ln, Woodbury, CT 06798

      • 5 Beds
      • 3.5 Baths
      • 2,494 Sq Ft
      • Built 1985
      171 Kimberly Ln, Woodbury, CT 06798

      Last Sold Summary

      • 6% Above List Price
      • $192/SF
      • 77 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    • 203 Upper Grassy Hill Rd, Woodbury, CT 06798

      Est $717,621 Not Listed For Sale

      203 Upper Grassy Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 3,024 Sq Ft
      • Built 2002
      203 Upper Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 15% Above List Price
      • $207/SF
      • 6 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.

    • 171 Upper Grassy Hill Rd, Woodbury, CT 06798

      Est $569,182 Not Listed For Sale

      171 Upper Grassy Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,700 Sq Ft
      • Built 1970
      171 Upper Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 8% Above List Price
      • $195/SF
      • 1 Day On Market

      Last Sold Price $527,000

      Last Listing Agent Dawn Ciappetta Coldwell Banker Realty

    • 206 Upper Grassy Hill Rd, Woodbury, CT 06798

      Est $592,570 Not Listed For Sale

      206 Upper Grassy Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 3 Baths
      • 2,642 Sq Ft
      • Built 1969
      206 Upper Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 32% Above List Price
      • $170/SF
      • 29 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.

    • 557 Upper Grassy Hill Rd, Woodbury, CT 06798

      Est $958,393 Not Listed For Sale

      557 Upper Grassy Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 3.5 Baths
      • 2,791 Sq Ft
      • Built 1999
      557 Upper Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 24% Above List Price
      • $276/SF
      • 120 Days On Market

      Last Sold Price $770,000

      Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

    • 362 Transylvania Rd, Woodbury, CT 06798

      Est $1,294,067 Not Listed For Sale

      362 Transylvania Rd, Woodbury, CT 06798

      • 2 Beds
      • 4.5 Baths
      • 6,334 Sq Ft
      • Built 1920
      362 Transylvania Rd, Woodbury, CT 06798

      Last Sold Summary

      • 12% Above List Price
      • $182/SF
      • 60 Days On Market

      Last Sold Price $1,155,000

      Last Listing Agent Justin Bette Century 21 Bette Real Estate

    • 23 North Rd, Woodbury, CT 06798

      Est $557,217 Not Listed For Sale

      23 North Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,192 Sq Ft
      • Built 1961
      23 North Rd, Woodbury, CT 06798

      Last Sold Summary

      • 7% Below List Price
      • $274/SF
      • 27 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Maria Taylor Klemm Real Estate Inc

    • 15 North Rd, Woodbury, CT 06798

      Est $449,705 Not Listed For Sale

      15 North Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 1,416 Sq Ft
      • Built 1962
      15 North Rd, Woodbury, CT 06798

      Last Sold Summary

      • 17% Above List Price
      • $272/SF
      • 5 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Jacqueline Voegeli Manzi Real Estate

    • 550 Grassy Hill Rd, Woodbury, CT 06798

      Est $400,761 Not Listed For Sale

      550 Grassy Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 1 Bath
      • 1,332 Sq Ft
      • Built 1939
      550 Grassy Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 7% Above List Price
      • $282/SF
      • 162 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Dee Ceylan Coldwell Banker Realty

    • 614 Washington Rd, Woodbury, CT 06798

      Est $611,066 Not Listed For Sale

      614 Washington Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,180 Sq Ft
      • Built 1914
      614 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 6% Above List Price
      • $264/SF
      • 301 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Beverly Mosch William Pitt

    • 284 Hoop Pole Hill Rd, Woodbury, CT 06798

      Est $621,272 Not Listed For Sale

      284 Hoop Pole Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,296 Sq Ft
      • Built 1996
      284 Hoop Pole Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 29% Above List Price
      • $209/SF
      • 37 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Andrea Swiedler Berkshire Hathaway Home Services

    • 35 Hazel Plain Rd, Woodbury, CT 06798

      Est $417,936 Not Listed For Sale

      35 Hazel Plain Rd, Woodbury, CT 06798

      • 5 Beds
      • 4 Baths
      • 4,246 Sq Ft
      • Built 1780
      35 Hazel Plain Rd, Woodbury, CT 06798

      Last Sold Summary

      • 57% Above List Price
      • $63/SF
      • 51 Days On Market

      Last Sold Price $266,000

      Last Listing Agent Gary Stango Coldwell Banker Realty 2000

    • 505 Washington Rd, Woodbury, CT 06798

      Est $811,160 Not Listed For Sale

      505 Washington Rd, Woodbury, CT 06798

      • 3 Beds
      • 1.5 Baths
      • 2,022 Sq Ft
      • Built 1948
      505 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • 3% Above List Price
      • $391/SF
      • 21 Days On Market

      Last Sold Price $790,000

      Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.

    • 321 Railtree Hill Rd, Woodbury, CT 06798

      Est $705,629 Not Listed For Sale

      321 Railtree Hill Rd, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 2,446 Sq Ft
      • Built 1998
      321 Railtree Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 15% Above List Price
      • $251/SF
      • 1 Day On Market

      Last Sold Price $615,000

      Last Listing Agent Karen Stanco Showcase Realty, Inc.

    • 58 Railtree Hill Rd, Woodbury, CT 06798

      Est $562,884 Not Listed For Sale

      58 Railtree Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 1949
      58 Railtree Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • 13% Above List Price
      • $263/SF
      • 82 Days On Market

      Last Sold Price $500,000

      Last Listing Agent William Piccirillo BHGRE Gaetano Marra Homes

    • 172 Good Hill Rd, Woodbury, CT 06798

      Est $865,006 Not Listed For Sale

      172 Good Hill Rd, Woodbury, CT 06798

      • 3 Beds
      • 3.5 Baths
      • 2,929 Sq Ft
      • Built 1993
      172 Good Hill Rd, Woodbury, CT 06798

      Last Sold Summary

      • $295/SF
      • 25 Days On Market

      Last Sold Price $865,000

      Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

    • 38 Birchwood Ln, Woodbury, CT 06798

      Est $1,185,386 Not Listed For Sale

      38 Birchwood Ln, Woodbury, CT 06798

      • 4 Beds
      • 2.5 Baths
      • 4,027 Sq Ft
      • Built 2004
      38 Birchwood Ln, Woodbury, CT 06798

      Last Sold Summary

      • 20% Above List Price
      • $246/SF
      • 26 Days On Market

      Last Sold Price $990,000

      Last Listing Agent Dawn Grabover Keller Williams Realty

    • 49 Woods Way, Woodbury, CT 06798

      Not Listed For Sale

      49 Woods Way, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,045 Sq Ft
      • Built 1980
      49 Woods Way, Woodbury, CT 06798

      Last Sold Summary

      • $153/SF
      • 90 Days On Market

      Last Sold Price $312,000

      Last Listing Agent Cathy Masi Flagpole Realty Inc

    • 11 South Meadows, Woodbury, CT 06798

      Est $342,655 Not Listed For Sale

      11 South Meadows, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 1,640 Sq Ft
      • Built 1980
      11 South Meadows, Woodbury, CT 06798

      Last Sold Summary

      • 12% Above List Price
      • $186/SF
      • 5 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Ann Gerschefski William Raveis Real Estate

    • 10 Highpoint Ct, Woodbury, CT 06798

      Est $340,449 Not Listed For Sale

      10 Highpoint Ct, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 2,450 Sq Ft
      • Built 1980
      10 Highpoint Ct, Woodbury, CT 06798

      Last Sold Summary

      • 9% Above List Price
      • $128/SF
      • 6 Days On Market

      Last Sold Price $312,500

      Last Listing Agent Mary Broder Berkshire Hathaway Home Services

    • 8 Racoon Ridge Rd, Woodbury, CT 06798

      Est $345,013 Not Listed For Sale

      8 Racoon Ridge Rd, Woodbury, CT 06798

      • 3 Beds
      • 2.5 Baths
      • 1,467 Sq Ft
      • Built 2007
      8 Racoon Ridge Rd, Woodbury, CT 06798

      Last Sold Summary

      • 8% Above List Price
      • $218/SF
      • 51 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Claudine McHugh Klemm Real Estate Inc

    • 35 Clubhouse Dr, Woodbury, CT 06798

      Est $259,767 Not Listed For Sale

      35 Clubhouse Dr, Woodbury, CT 06798

      • 2 Beds
      • 2 Baths
      • 1,037 Sq Ft
      • Built 1972
      35 Clubhouse Dr, Woodbury, CT 06798

      Last Sold Summary

      • 18% Above List Price
      • $212/SF
      • 7 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Jonna Dibble BHGRE Gaetano Marra Homes

    • 40 Clubhouse Dr, Woodbury, CT 06798

      Est $338,088 Not Listed For Sale

      40 Clubhouse Dr, Woodbury, CT 06798

      • 3 Beds
      • 3 Baths
      • 2,424 Sq Ft
      • Built 1972
      40 Clubhouse Dr, Woodbury, CT 06798

      Last Sold Summary

      • 16% Above List Price
      • $120/SF
      • 3 Days On Market

      Last Sold Price $292,000

      Last Listing Agent Diane Koester Sibert Keller Williams Realty

    • 241 Weekeepeemee Rd, Woodbury, CT 06798

      Est $383,950 Not Listed For Sale

      241 Weekeepeemee Rd, Woodbury, CT 06798

      • 3 Beds
      • 2 Baths
      • 2,476 Sq Ft
      • Built 1984
      241 Weekeepeemee Rd, Woodbury, CT 06798

      Last Sold Summary

      • 18% Above List Price
      • $131/SF
      • 12 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Storm Steinberg Carbutti & Co., Realtors

    • 240 Washington Rd, Woodbury, CT 06798

      Est $649,099 Not Listed For Sale

      240 Washington Rd, Woodbury, CT 06798

      • 5 Beds
      • 2.5 Baths
      • 3,704 Sq Ft
      • Built 1830
      240 Washington Rd, Woodbury, CT 06798

      Last Sold Summary

      • $175/SF
      • 140 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Jorge Zea Blue Lighthouse Realty, Inc

Showing Results 321 - 360, Page 9 of 18

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